Ethanol → N-{1,1-Dimethyl-2-[4-(2-methyl-thiazol-4-yl)phenyl]-ethyl}-2,2,2-trifluoroacetamide

HRID 413298Notes

Reaction equation

HRID 413298 reaction equation
BrCC([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][C:12]([NH:15][C:16](=[O:21])[C:17]([F:20])([F:19])[F:18])([CH3:14])[CH3:13])=O.[C:22]([NH2:25])(=[S:24])[CH3:23].[CH2:26](O)[CH3:27]>>[CH3:14][C:12]([NH:15][C:16](=[O:21])[C:17]([F:18])([F:19])[F:20])([CH3:13])[CH2:11][C:6]1[CH:5]=[CH:10][C:9]([C:26]2[N:25]=[C:22]([CH3:23])[S:24][CH:27]=2)=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 2723949ThioacetamideHCID 18523616N[2-(Bromoacetyl-phenyl)-1,1-dimethyl-ethyl]-2,2,2-trifluoroacetamide

Product 1

HCID 18523660N-{1,1-Dimethyl-2-[4-(2-methyl-thiazol-4-yl)phenyl]-ethyl}-2,2,2-trifluoroacetamide

Conditions

Temperature
80 °C

Procedure

In a round-bottomed flask, N-[2-(bromoacetyl-phenyl)-1,1-dimethyl-ethyl]-2,2,2-trifluoroacetamide (388 mg, 1.06 mmol) and thioacetamide (80 mg, 1.06 mmol) were dissolved in ethanol (10 ml), and the mixture was heated to about 80° C. for about two and one-half hours. The reaction mixture was then concentrated in vacuo to an oil which was carried into the next reaction without further purification. LRMS ([M+1]+)=343.2.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo to an oil which
  2. customwas carried into the next reaction without further purification

Sources & evidence

ORD record
ord-419112076bc74e6ab26762fe7576c5cc
Source dataset
uspto-grants-2003_05
Patent number
US06566377B2

Reaction notes

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